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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 830 Vacation Homes in Monticiano with updated reviews, rates, and availability.

Borgo Argiano
Terrace/patio

Borgo Argiano

10.0 out of 10, Exceptional, (63)
"Very comfortable stay. "
Borgo Argiano
Nobleman holiday house in Tuscany with private swimming pool, A/C and Wi-Fi
Outdoor dining

Nobleman holiday house in Tuscany with private swimming pool, A/C and Wi-Fi

9.2 out of 10, Wonderful, (31)
"We had a great time in Radicondoli. Really enjoyed the village and both restaurants were fantastic. People were very friendly and our host was great. Highly recommend the coffee shop for breakfast and took full advantage of the laundromat in town. Views from the patio were amazing. Look forward to returning and highly recommend. "
Nobleman holiday house in Tuscany with private swimming pool, A/C and Wi-Fi
Farmhouse in the greenery of the Tuscany countryside with private pool and view
Outdoor pool

Farmhouse in the greenery of the Tuscany countryside with private pool and view

9.6 out of 10, Exceptional, (45)
"This property is several kilometers up a gravel road from Murlo, Italy. The road is okay but we got a little concerned after it had been raining for a while. The property is remote and near several hiking paths. It is great for people who want to get out and hike around the hills of Italy. The gardens are really nice. We would have spent more time outside if the weather had cooperated more. We went in the fall so it was getting a little cooler up in the hills. There was a nice fireplace that...
Farmhouse in the greenery of the Tuscany countryside with private pool and view
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Outdoor pool

Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (21)
"We have just returned from a wonderful 10 night stay at Porcilia. The property was exactly as advertised and Francesca was a very welcoming and helpful host. The property was clean and well equipped. The pool was excellent and loved by all our party! The pool and the grounds were all very well maintained! We would highly recommend a stay at Porcilia!!"
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Charming apartment in the Historic Center of Siena
TV

Charming apartment in the Historic Center of Siena

10.0 out of 10, Exceptional, (16)
"This is a wonderful place. It was clean and spacious. It was well stocked. It even had bread and jam for us. It had a kitchen well-stocked with pots, pans, silverware and plates. The owner, Daniella, runs the clothing store in the same building and was very accessible and helpful. It is close by restaurants and shops and was even a nice sized Pam Local supermarket just a few doors away."
Charming apartment in the Historic Center of Siena
GIULIA -1 Bedroom Country House in Monteriggioni - Siena
Outdoor dining

GIULIA -1 Bedroom Country House in Monteriggioni - Siena

10.0 out of 10, Exceptional, (2)
"Ha sido una estancia maravillosa. El lugar estupendo. =)"
GIULIA -1 Bedroom Country House in Monteriggioni - Siena
Beautiful stone house with garden and private pool.
Property grounds

Beautiful stone house with garden and private pool.

9.6 out of 10, Exceptional, (58)
"Cottage is larger than described and outfitted nicely for a couple. We used the kitchen everyday for meals and while the bed was firm, it wasn’t bad. Directions to there were confusing. Basically, head to To"
Beautiful stone house with garden and private pool.
The House of Alice, charm and relaxation
Point of interest

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (55)
"Quaint apartment, with enough amenities for a great six day stay! The parking is a little tough, but the location and views are fabulous. The pellet stove needs to have directions for the renter when it is cooler weather. I would definitely say again. Francesco was great and helped me with a lot of questions!:)"
The price is AED 668
AED 898 total
includes taxes & fees
11 May - 12 May
The House of Alice, charm and relaxation
Detached villa with panoramic garden
Outdoor pool

Detached villa with panoramic garden

9.8 out of 10, Exceptional, (52)
"We had a great stay at the house of Marisa and Paolo. Both were very welcoming, and we spent a perfect week in Chiusdino. The house provided everything we needed for our family of four. From the garden we had a beautiful view towards the hills. And the swimming pool was great to cool down and escape from the summer heat. Chiusdino provides a couple of good restaurants which are all in walking distance. We usually had our morning coffee in the bellavista bar, which rightfully has this name. For...
Detached villa with panoramic garden
Stone farmhouse near Massa Marittima, with incredible view until the Elba island
5 bedrooms, desk, iron/ironing board, travel crib

Stone farmhouse near Massa Marittima, with incredible view until the Elba island

9.8 out of 10, Exceptional, (39)
"My wife and I invited my family to celebrate my birthday in this property. It is the perfect location for a get together: 5 bedrooms, each with their own bathroom, a beautiful pool, lots of places to sit and talk, eat and drink. The property is is an old farm house in the Tuscan forest, renovated and nicely furnished. The view from the property is absolutely amazing. Two slight limitations are the internet (spotty in most places on the property) and the access road (gravel and rocks, not suited...
Stone farmhouse near Massa Marittima, with incredible view until the Elba island
Beautiful house on garden with shared pool just a few minutes Siena Tuscany
Exterior

Beautiful house on garden with shared pool just a few minutes Siena Tuscany

10.0 out of 10, Exceptional, (32)
"This is a fantastic place, with lots of space, a wonderful kitchen and amazing views. Wine tasting with Lorenzo was great and the wines are top notch. "
Beautiful house on garden with shared pool just a few minutes Siena Tuscany
Capanna, Typical Tuscan Farmhouse With Fruit Garden
Property grounds

Capanna, Typical Tuscan Farmhouse With Fruit Garden

10.0 out of 10, Exceptional, (67)
"Loved our stay the host was fantastic and the property is beyond beautiful. This is a type of place that has spectacular views and a magical atmosphere."
Capanna, Typical Tuscan Farmhouse With Fruit Garden
Stone farmhouse with pool and park a few minutes from the sea
Exterior

Stone farmhouse with pool and park a few minutes from the sea

10.0 out of 10, Exceptional, (2)
"We booked this property only a few weeks in advance of our stay because another property we had booked (not from Vrbo) cancelled on us. It was wonderful. The property manager was so welcoming and the house was beautifully peaceful. The pool was just what our kids needed and all facilities as described. It was really hot and the fans in the bedrooms didn’t quite hit the spot but that’s no reflection on the house, just the time of year we visited. Would highly recommend!"
Stone farmhouse with pool and park a few minutes from the sea
Exclusive Stone Tower.
Exterior

Exclusive Stone Tower.

9.6 out of 10, Exceptional, (5)
"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...
The price is AED 330
AED 580 total
includes taxes & fees
27 Apr - 28 Apr
Exclusive Stone Tower.
Tuscan country house with enchanting view and swimming pool
Outdoor pool

Tuscan country house with enchanting view and swimming pool

10.0 out of 10, Exceptional, (70)
"Perfect location. Beautiful views. Nice helpful host!"
Tuscan country house with enchanting view and swimming pool
Belvilla by OYO Oliveta
Pool

Belvilla by OYO Oliveta

8.0 out of 10, Very Good, (2)
Belvilla by OYO Oliveta
Domus Nannini SPA - Belvedere Loggia - Palazzo Nannini
Point of interest

Domus Nannini SPA - Belvedere Loggia - Palazzo Nannini

10.0 out of 10, Exceptional, (6)
"Great spot to stay when visiting Sienna. Grocery stores near by and lots of recommended restaurants. Our host was easy to get a hold of and his directions for entering were easy to follow as we ended up getting to the place late in the evening."
Domus Nannini SPA - Belvedere Loggia - Palazzo Nannini
Capanna di Sopra by Interhome
Pool

Capanna di Sopra by Interhome

9.8 out of 10, Exceptional, (17)
"Wenn man seine Ruhe haben möchte und Privatsphäre genießen will ist man hier genau richtig ! Vermieter sind sehr nett wohnen auch auf dem Grundstück . Das Haus ist wunderbar ein etwas rustikale Einrichtung aber das macht den toskanischen Flair auch etwas aus ☺️ Der Pool ist auch sehr schön gewesen diesen teilt man sich mit den anderen Urlaubern . Wir hatten ihn aber meist für uns alleine.es hat uns persönlich an nichts gefehlt . Der Standort ist gut für viele Ausflüge mit dem Auto . Wir können...
Capanna di Sopra by Interhome
Country house, really private pool A.C. 20 mn beaches facing Elba Island
Outdoor pool

Country house, really private pool A.C. 20 mn beaches facing Elba Island

7.6 out of 10, Good, (7)
"👍"
Country house, really private pool A.C. 20 mn beaches facing Elba Island
Independent house in the hills of the Sienese countryside
Exterior

Independent house in the hills of the Sienese countryside

10.0 out of 10, Exceptional, (74)
"We had a wonderful time here. The family is so warm and friendly. The house is a converted barn that has been beautifully renovated. Very clean and comfortable and you have everything you need to cook your meals if you want. We really enjoyed our day trips to Volterra and Montepulciano, each about 1 hour drive."
Independent house in the hills of the Sienese countryside
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Monticiano

agriturismo la roggiola
Point of interest

agriturismo la roggiola

9.6 out of 10, Exceptional, (97)
"Mieliśmy bardzo udany listopadowy pobyt w cichym, czystym i cieplym miejscu , pośród toskańskiej przyrody,, z dala od miejskiego hałasu który mamy na codzień mieszkając w dużym mieście. Jedyne czego się obawialiśmy tylko że będzie trudno znaleźć domek, jako że przejeżdżaliśmy późno wieczorem ale mapy prowadziły doskonale a sama posiadłość była oświetlona i nie było w związku z tym żadnych problemów z trafieniem tam"
agriturismo la roggiola
Casanova - Panoramic Rooms and Suites
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Casanova - Panoramic Rooms and Suites

3.0 star property
9.2 out of 10, Wonderful, (45)
"Beautiful views and good breakfast "
The price is AED 694
AED 780 total
includes taxes & fees
27 Apr - 28 Apr
Casanova - Panoramic Rooms and Suites
Hotel San Gregorio
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (113)
"Fabulous location just outside the entrance to the main part of town. Property is stylish in an olde worlde way, perfect for relaxation."
The price is AED 1,021
AED 1,148 total
includes taxes & fees
1 May - 2 May
Hotel San Gregorio
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.